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ChemicalBook CAS DataBase List N-Boc-piperidine-3-methanol
116574-71-1

N-Boc-piperidine-3-methanol synthesis

6synthesis methods
4606-65-9 Synthesis
3-Piperidinemethanol

4606-65-9
253 suppliers
$9.00/1g

24424-99-5 Synthesis
Di-tert-butyl dicarbonate

24424-99-5
840 suppliers
$13.50/25G

121-44-8 Synthesis
Triethylamine

121-44-8
860 suppliers
$9.00/5g

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Yield:116574-71-1 96%

Reaction Conditions:

in dichloromethane

Steps:

31.A A.
A. N-Boc-3-hydroxymethylpiperidine To a stirred solution of 3-hydroxymethylpiperidine (15.1 g, 131 mmol) and Et3 N (21.9 mL, 158 mmol) in 100 mL of dichloromethane was added dropwise a solution of di-t-butyl dicarbonate (31.5 g, 144 mmol) in 100 mL of dichloromethane over 1 h. The reaction was stirred at room temperature for 18 h and then diluted with 200 mL of dichloromethane. The resulting solution was washed with 1N HCl solution (3*100 mL), saturated NaHCO3 solution (2*100 mL) and brine (1*100 mL). The organic layer was dried (MgSO4), filtered and concentrated in vacuo to give N-Boc-3-hydroxymethylpiperidine (27.0 g, 96%).

References:

Bristol-Myers Squibb Company US5583146, 1996, A

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